HCID 54389077, compound → HCID 53754019, compound

Participants

Reaction Steps

A mixture of diethyl 3-cyano-3-phenylpentanedioate (8 g, 27.7 mmol) and Raney-Ni (4 g) in EtOH (240 mL) was stirred under H2 atmosphere (50 psi) at rt for 2 days. TLC and LC-MS showed that the reaction was completed, the reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to dryness. The residue was purified by chromatography on a silica gel column eluting with PE/EtOAc=10:11:8 to give ethyl 2-(5-oxo-3-phenylpyrrolidin-3-yl)acetate (4.8 g, yield 71%) as white solid. 1H NMR (CDCl3 400 MHz): δ 7.33 (t, 2H), 7.24 (t, 1H), 7.18 (d, 2H), 5.79 (s, 1H), 3.97-3.88 (m, 3H), 3.72 (d, 1H), 2.86-2.70 (m, 4H), 1.03 (t, 3H).

Provenance & Evidence